6533b7d5fe1ef96bd1264f51

RESEARCH PRODUCT

NMR spectral and X-ray structural investigation of 1,3-bis(2-quinolyl)-2-(p-chlorophenyl)-2-propanol

Erkki KolehmainenRyszard GawineckiBorys OśmiałowskiMaija Nissinen

subject

Hydrogen bondCarbon-13 NMR satelliteOrganic Chemistrychemistry.chemical_elementNitrogenAnalytical ChemistryInorganic ChemistryPropanolchemistry.chemical_compoundCrystallographychemistryIntramolecular forceX-ray crystallographyProton NMRMethyleneSpectroscopy

description

Abstract 1,3-Bis(2-quinolyl)-2-(p-chlorophenyl)-2-propanol (BQCP) has been prepared and characterised by 1H, 13C, 15N NMR spectral and X-ray structural parameters. The methylene protons of BQCP are diastereotopic in solution (CDCl3) as revealed by 1H NMR. In crystalline state there exists an intramolecular hydrogen bond O–H⋯N with one of two nitrogen atoms in BQCP. Variable temperature 1H NMR and PFG 1H, 15N HMBC runs show that in solution BQCP shows C2v-symmetry (both CH2-2-quinolyl fragments are equivalent) in NMR-time scale due to a fast exchange of the hydrogen bond from one nitrogen to the other even at 223 K.

yearjournalcountryeditionlanguage
2000-07-01Journal of Molecular Structure
https://doi.org/10.1016/s0022-2860(00)00425-7